ATE174910T1 - 1H-SUBSTITUTED-1,2,4-TRIAZOLE COMPOUNDS FOR THE TREATMENT OF HEART DISEASE - Google Patents

1H-SUBSTITUTED-1,2,4-TRIAZOLE COMPOUNDS FOR THE TREATMENT OF HEART DISEASE

Info

Publication number
ATE174910T1
ATE174910T1 AT91909072T AT91909072T ATE174910T1 AT E174910 T1 ATE174910 T1 AT E174910T1 AT 91909072 T AT91909072 T AT 91909072T AT 91909072 T AT91909072 T AT 91909072T AT E174910 T1 ATE174910 T1 AT E174910T1
Authority
AT
Austria
Prior art keywords
butyl
treatment
pentyl
compounds
substituted
Prior art date
Application number
AT91909072T
Other languages
German (de)
Inventor
David B Reitz
Original Assignee
Searle & Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Searle & Co filed Critical Searle & Co
Application granted granted Critical
Publication of ATE174910T1 publication Critical patent/ATE174910T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Cardiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

A class of 1H-substituted-1,2,4-triazole compounds is described for use in treatment of cardiovascular disorders. Compounds of particular interest are angiotensin II antagonists of the formula <IMAGE> wherein R1 is selected from hydroxy, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 1-oxoethyl, 1-oxopropyl, 1-oxobutyl, 1-oxopentyl, 1,1-dimethoxypropyl, 1,1-dimethoxy-butyl, 1,1-dimethoxypentyl, hydroxyalkyl, halo, difluoro-methyl, 1,1-difluoroethyl, 1,1-difluoropropyl, 1,1-di-fluorobotyl and 1,1-difluoropentyl; wherein R2 is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, tert-butyl, n-pentyl and neo-pentyl; wherein each of R3 through R11 is hydrido with the provision that at least one of R5 and R9 must be selected from COOH, SH, PO3H2, SO3H, CONHNH2, CONHNHSO2CF3, OH, <IMAGE> wherein each of R40 and R41 is independently selected from chloro, cyano, nitro, trifluoromethyl, methoxycarbonyl and trifluoromethylsulfonyl. These compounds are particularly useful in treatment or control of hypertension and congestive heart failure.
AT91909072T 1990-05-04 1991-05-06 1H-SUBSTITUTED-1,2,4-TRIAZOLE COMPOUNDS FOR THE TREATMENT OF HEART DISEASE ATE174910T1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/519,380 US5098920A (en) 1990-05-04 1990-05-04 1h-substituted-1,2,4-triazole compounds and methods of use thereof for treatment of cardiovascular disorders

Publications (1)

Publication Number Publication Date
ATE174910T1 true ATE174910T1 (en) 1999-01-15

Family

ID=24068062

Family Applications (1)

Application Number Title Priority Date Filing Date
AT91909072T ATE174910T1 (en) 1990-05-04 1991-05-06 1H-SUBSTITUTED-1,2,4-TRIAZOLE COMPOUNDS FOR THE TREATMENT OF HEART DISEASE

Country Status (13)

Country Link
US (1) US5098920A (en)
EP (1) EP0527851B1 (en)
JP (1) JP3098772B2 (en)
AT (1) ATE174910T1 (en)
AU (1) AU7792491A (en)
CA (1) CA2082074C (en)
DE (1) DE69130671T2 (en)
DK (1) DK0527851T3 (en)
ES (1) ES2125868T3 (en)
GR (1) GR3029772T3 (en)
IE (1) IE62867B1 (en)
PT (1) PT97581B (en)
WO (1) WO1991017148A1 (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0409332A3 (en) * 1989-07-19 1991-08-07 Merck & Co. Inc. Substituted triazoles as angiotensin ii antagonists
US5217985A (en) * 1990-08-28 1993-06-08 G. D. Searle & Co. Renal-selective biphenylalkyl 1h-substituted-1,2,4-triazole angiotensin ii antagonists for treatment of hypertension
US20040121989A1 (en) * 1990-08-28 2004-06-24 G.D. Searle & Co. Renal-selective biphenylalkyl 1H-substituted-1,2,4-triazole angiotensin II antagonists for treatment of hypertension
JP3890453B2 (en) 1996-09-18 2007-03-07 リードケミカル株式会社 Novel 2,4-dioxopyrrolidine and 2,4-dioxotetrahydrofuran derivatives and pharmaceuticals containing the compound as an active ingredient
EP1051169A4 (en) * 1998-01-29 2002-05-29 Viropharma Inc Compounds, compositions and methods for treating or preventing pneumovirus infection and associated diseases
US6495580B1 (en) 1998-01-29 2002-12-17 Viropharma Incorporated Compounds, compositions and methods for treating or preventing pneumovirus infection and associated diseases
US6908948B1 (en) * 1998-07-16 2005-06-21 Research Development Foundation DNA-cleaving antitumor agents
US6362342B1 (en) 1999-06-29 2002-03-26 Lion Bioscience Ag Triazole compounds and methods of making same
SE9903028D0 (en) 1999-08-27 1999-08-27 Astra Ab New use
CA2495245A1 (en) 2002-08-09 2004-02-19 Viropharma Incorporated Compounds, compositions and methods for treating or preventing pneumovirus infection and associated diseases
WO2004014316A2 (en) 2002-08-09 2004-02-19 Viropharma Incorporated Compounds, compositions and methods for treating or preventing pneumovirus infection and associated diseases
AU2006301377B2 (en) 2005-10-11 2012-03-08 F. Hoffmann-La Roche Ag Imidazo benzodiazepine derivatives
MX354786B (en) 2007-06-04 2018-03-21 Synergy Pharmaceuticals Inc AGONISTS OF GUANYLATE CYCLASE USEFUL FOR THE TREATMENT OF GASTROINTESTINAL DISORDERS, INFLAMMATION, CANCER and OTHER DISORDERS.
US8969514B2 (en) 2007-06-04 2015-03-03 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases
CA2726917C (en) 2008-06-04 2018-06-26 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
WO2010009319A2 (en) 2008-07-16 2010-01-21 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal, inflammation, cancer and other disorders
US9616097B2 (en) 2010-09-15 2017-04-11 Synergy Pharmaceuticals, Inc. Formulations of guanylate cyclase C agonists and methods of use
WO2014151200A2 (en) 2013-03-15 2014-09-25 Synergy Pharmaceuticals Inc. Compositions useful for the treatment of gastrointestinal disorders
EP2970384A1 (en) 2013-03-15 2016-01-20 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase and their uses
JP6606491B2 (en) 2013-06-05 2019-11-13 シナジー ファーマシューティカルズ インコーポレイテッド Ultra high purity agonist of guanylate cyclase C, method for producing and using the same
JP6905585B2 (en) 2017-04-07 2021-07-21 四国化成工業株式会社 Triazole silane compound, method of synthesizing the compound and its use

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2461406C2 (en) * 1974-12-24 1984-06-14 Bayer Ag, 5090 Leverkusen Azolyl- (1) -methanes and their salts, processes for their preparation and medicaments containing them
DE2851086A1 (en) * 1978-11-25 1980-06-04 Bayer Ag HYDROXYPROPYL-TRIAZOLES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS MEDICINAL PRODUCTS
DE2912288A1 (en) * 1979-03-28 1980-10-09 Bayer Ag METHOD FOR PRODUCING HYDROXYETHYL AZOLES
US4816463A (en) * 1986-04-01 1989-03-28 Warner-Lambert Company Substituted diimidazo [1,5-a: 4',5'-d]pyridines having antihypertensive activity
CA1334092C (en) * 1986-07-11 1995-01-24 David John Carini Angiotensin ii receptor blocking imidazoles
CA1329614C (en) * 1987-05-02 1994-05-17 Rainer Buerstinghaus N-substituted azoles
US4880804A (en) * 1988-01-07 1989-11-14 E. I. Du Pont De Nemours And Company Angiotensin II receptor blocking benzimidazoles
US5015651A (en) * 1988-01-07 1991-05-14 E. I. Du Pont De Nemours And Company Treatment of hypertension with 1,2,4-angiotensin II antagonists
EP0409332A3 (en) * 1989-07-19 1991-08-07 Merck & Co. Inc. Substituted triazoles as angiotensin ii antagonists

Also Published As

Publication number Publication date
EP0527851A1 (en) 1993-02-24
IE911533A1 (en) 1991-11-06
DE69130671D1 (en) 1999-02-04
WO1991017148A1 (en) 1991-11-14
JPH05507079A (en) 1993-10-14
GR3029772T3 (en) 1999-06-30
CA2082074A1 (en) 1991-11-05
PT97581B (en) 1998-08-31
AU7792491A (en) 1991-11-27
DK0527851T3 (en) 1999-08-23
EP0527851B1 (en) 1998-12-23
JP3098772B2 (en) 2000-10-16
US5098920A (en) 1992-03-24
IE62867B1 (en) 1995-03-08
ES2125868T3 (en) 1999-03-16
PT97581A (en) 1992-01-31
CA2082074C (en) 2002-02-05
DE69130671T2 (en) 1999-05-27

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Legal Events

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UEP Publication of translation of european patent specification
REN Ceased due to non-payment of the annual fee